Benznidazole (CED0004679)

Record Information
Version1.0
Creation Date2016-05-22 05:48:49 UTC
Update Date2026-08-18 16:45:13 UTC
Accession NumberCHEM019092
Identification
Common NameBenznidazole
ClassSmall Molecule
Description
Benznidazole is an organic compound with the formula C12H12N4O3 and an average molecular weight of 260.25 g/mol. Benznidazole belongs to the organic nitro compounds, a subclass of allyl-type 1,3-dipolar organic compounds within the organic compounds. It is identified as being found in or released from one recorded source: healthcare, pharmaceuticals & veterinary products, specifically as an antiprotozoal. The recorded exposure route for this compound is oral.
Contaminant Type
  • Human Neurotoxin
Chemical Structure
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2-Nitro-N-(phenylmethyl)-1H-imidazole-1-acetamideChEBI
BenznidazolChEBI
BenznidazolumChEBI
N-Benzyl-2-nitroimidazol-1-yl-acetamideChEBI
N-Benzyl-2-nitroimidazole-1-acetamideChEBI
RadanilKegg
RochaganKegg
2-Nitroimidazole benznidazoleMeSH
BenzonidazoleMeSH
Chemical FormulaC12H12N4O3
Average Molecular Mass260.253 g/mol
Monoisotopic Mass260.091 g/mol
CAS Registry Number22994-85-0
IUPAC NameN-benzyl-2-(2-nitro-1H-imidazol-1-yl)ethanimidic acid
Traditional Namebenznidazole
SMILESOC(CN1C=CN=C1N(=O)=O)=NCC1=CC=CC=C1
InChI IdentifierInChI=1S/C12H12N4O3/c17-11(14-8-10-4-2-1-3-5-10)9-15-7-6-13-12(15)16(18)19/h1-7H,8-9H2,(H,14,17)
InChI KeyCULUWZNBISUWAS-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as nitroaromatic compounds. These are c-nitro compounds where the nitro group is C-substituted with an aromatic group.
KingdomOrganic compounds
Super ClassOrganic 1,3-dipolar compounds
ClassAllyl-type 1,3-dipolar organic compounds
Sub ClassOrganic nitro compounds
Direct ParentNitroaromatic compounds
Alternative Parents
Substituents
  • Nitroaromatic compound
  • Monocyclic benzene moiety
  • Benzenoid
  • N-substituted imidazole
  • Azole
  • Imidazole
  • Heteroaromatic compound
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Carboxylic acid derivative
  • Azacycle
  • Organoheterocyclic compound
  • Propargyl-type 1,3-dipolar organic compound
  • Organic oxoazanium
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Organic zwitterion
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Carbonyl group
  • Organic oxygen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.31 g/LALOGPS
logP1.32ALOGPS
logP1.64ChemAxon
logS-2.9ALOGPS
pKa (Strongest Acidic)2.28ChemAxon
pKa (Strongest Basic)4.37ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area96.23 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity68.65 m³·mol⁻¹ChemAxon
Polarizability25.16 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-0006-9610000000-783e89302616cb91c947Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00kf-7921100000-e7c8d6322a8bca6ef40fNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00kf-7921100000-e7c8d6322a8bca6ef40fNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03di-0190000000-e48daf6c47471c564a41Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0bti-0090000000-ad6768b9ce402dfe4f55Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0296-7900000000-07e17c41c904cea0c3e2Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-0090000000-6496a20f6e7de1e1434eNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-2290000000-9da73640b27f3f7e984aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0kl0-9200000000-4251e1cc6bbc7782d0e5Not AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
2072.0Log mg/kg[1200:3700]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
385AntiprotozoalsHealthcare, pharmaceuticals & veterinary productsNot Available
Pathways
2 pathways
Benznidazole Drug Metabolism
Benznidazole Drug Metabolism
Benznidazole Drug Metabolism Action Pathway
Benznidazole Drug Metabolism Action Pathway
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Click to view 3D structureNitric oxide synthase 3P70313Mus musculusPredicted (SEA)4.82665
Click to view 3D structurePatatin-like phospholipase domain-containing protein 6Q3TRM4Mus musculusPredicted (SEA)54.0274
Click to view 3D structureStreptokinase AP10520Streptococcus pyogenes serotype M1Predicted (SEA)578.731
Click to view 3D structureNonstructural protein 1Q194T2Influenza A virusPredicted (SEA)85.9455
Aromatase structureClick to view 3D structureAromataseP11511HumansPredicted (SEA)270.526
Click to view 3D structureHeat shock factor protein 1P38532Mus musculusPredicted (SEA)666.311
Epidermal growth factor receptor structureClick to view 3D structureEpidermal growth factor receptorP00533HumansPredicted (SEA)3588.54
Nucleic acid dioxygenase ALKBH1 structureClick to view 3D structureNucleic acid dioxygenase ALKBH1Q13686HumansPredicted (SEA)73.2561
Click to view 3D structureDNA damage-inducible transcript 3 proteinP35639Mus musculusPredicted (SEA)898.458
X-box-binding protein 1 structureClick to view 3D structureX-box-binding protein 1P17861HumansPredicted (SEA)899.859
Click to view 3D structureProtein RecAP9WHJ3Mycobacterium tuberculosisPredicted (SEA)1189.61
Tyrosine-protein kinase JAK2 structureClick to view 3D structureTyrosine-protein kinase JAK2O60674HumansPredicted (SEA)3859.3
Click to view 3D structureATP-dependent molecular chaperone HSP82C4YTQ8Candida albicans (strain WO-1) (Yeast)Predicted (SEA)871.522
Proto-oncogene tyrosine-protein kinase ROS structureClick to view 3D structureProto-oncogene tyrosine-protein kinase ROSP08922HumansPredicted (SEA)2517.49
Receptor-type tyrosine-protein kinase FLT3 structureClick to view 3D structureReceptor-type tyrosine-protein kinase FLT3P36888HumansPredicted (SEA)4266.53
Vascular endothelial growth factor receptor 3 structureClick to view 3D structureVascular endothelial growth factor receptor 3P35916HumansPredicted (SEA)3303.53
Protein-tyrosine kinase 2-beta structureClick to view 3D structureProtein-tyrosine kinase 2-betaQ14289HumansPredicted (SEA)2704.33
Fatty acid synthase structureClick to view 3D structureFatty acid synthaseP49327HumansPredicted (SEA)703.056
cAMP-dependent protein kinase catalytic subunit alpha structureClick to view 3D structurecAMP-dependent protein kinase catalytic subunit alphaP17612HumansPredicted (SEA)3745.25
Rho-associated protein kinase 1 structureClick to view 3D structureRho-associated protein kinase 1Q13464HumansPredicted (SEA)4159.48
Insulin-like growth factor 1 receptor structureClick to view 3D structureInsulin-like growth factor 1 receptorP08069HumansPredicted (SEA)4008.92
Click to view 3D structureFatty-acid amide hydrolase 1O08914Mus musculusPredicted (SEA)443.896
Click to view 3D structureNucleotide-binding oligomerization domain-containing protein 2Q9HC29HumansPredicted (SEA)541.13
Cysteine protease ATG4B structureClick to view 3D structureCysteine protease ATG4BQ9Y4P1HumansPredicted (SEA)301.588
CCR4-NOT transcription complex subunit 7 structureClick to view 3D structureCCR4-NOT transcription complex subunit 7Q9UIV1HumansPredicted (SEA)37.9904
Concentrations
Not Available
External Links
DrugBank IDDB11989
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkBenznidazole
Chemspider IDNot Available
ChEBI ID133833
PubChem Compound ID31593
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=26760092
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=26760093
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=26760094
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=26760095
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=26974551
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=26982179
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=27001816
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=27067322
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=27158908
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=27161638
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=27223650
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=27246447
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=27376278
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=27487264
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=27488437
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=27550362
17. https://www.ncbi.nlm.nih.gov/pubmed/?term=27619190
18. https://www.ncbi.nlm.nih.gov/pubmed/?term=27688600